Principal Software Engineer, AI @Jobber
Artificial Intelligence
Salary usd 229,300 - 3..
Remote Location
πŸ‡ΊπŸ‡Έ USA Only
Employment Type full-time
Posted 2d ago

[Hiring] Principal Software Engineer, AI @Jobber

2d ago - Jobber is hiring a remote Principal Software Engineer, AI. πŸ’Έ Salary: usd 229,300 - 310,200 per year πŸ“Location: USA

Role Description

Do you want to be the first engineer on something an entire company will run on? Then Jobber might be the place for you! We're looking for a Principal Software Engineer, AI, to join the Office of the CEO.

The team:

  • This is a startup inside Jobber.
  • A small, senior team in the Office of the CEO with a mandate to reinvent how a 1,000-person company operates in the AI era.
  • No layers between you and the decision-makers, no roadmap theater, no waiting for alignment.
  • We ship something real every few hours, learn from it, and compound.
  • The work touches every function at Jobber, and what we build becomes how the company thinks and moves.

The role:

  • Reporting to the VP of Customer Experience Innovation, the Principal Software Engineer will be the founding technical seat.
  • You'll architect and build new AI systems from zero to production.
  • Own the hard problems that come with putting AI at the center of how a company runs β€” trust, permissions, security, and quality at scale.
  • This is a builder's role with unusual range.
  • One week you're designing the architecture of a system nobody at Jobber has built before; the next you're embedded with a team, shipping working AI into their real workflow.
  • Make fast build-vs-buy calls, run POCs and kill them without sentiment.
  • Set the technical standards that everything AI at Jobber gets held to.

The Principal Software Engineer, AI will:

  • Architect and build new internal AI systems end to end, from first design to production, as the founding engineer.
  • Own the hard parts of trustworthy AI at company scale: retrieval quality, permissions, security, and reliability.
  • Work hands-on across the modern AI stack (LLMs, retrieval, agents, integrations) while keeping the foundations deliberately pragmatic.
  • Embed with teams across the company, working day-to-day with function leaders and their teams and weekly with executive leadership.
  • Drive build-vs-buy evaluations and fast POCs, with the judgment to commit hard and kill fast.
  • Work directly with executive leadership: what you build informs how the company makes decisions, every day.

Qualifications

  • A track record of building production systems at Staff+ scope: data infrastructure, retrieval, or applied AI used daily by hundreds to thousands of people who depend on it.
  • Hands-on depth with the modern AI stack, and at least one battle scar from a system that showed you how confidently AI can be wrong.
  • Pragmatic technology instincts: you reach for proven tools by default and can defend the exceptions.
  • Founding-engineer, consulting, or forward-deployed experience: comfortable owning outcomes inside someone else's domain.
  • A daily working relationship with AI tools and agents, as instruments you build with and build for.
  • The pragmatism to ship every few weeks, the standards to make it trustworthy anyway, and the communication skills to explain both to a CEO.

Requirements

  • Minimum annual salary of $229,300, a midpoint of $269,700, and a maximum salary of $310,200.
  • Compensation designed to reflect the progression from learning the ropes to truly excelling.
  • Base salary includes equity rewards, annual stipends for health and wellness, retirement savings matching, and an extended health package with fully paid premiums.
  • Access to a dedicated talent development program that includes career coaching and opportunities for career development.

Benefits

  • A total compensation package that includes an extended health benefits package with fully paid premiums for both body and mind.
  • Matching in RRSP, TFSA or FHSA, and stock options.
  • A dedicated Talent Development team and access to coaching, learning, and leadership programs.
  • A unique opportunity to build, grow, and leave your impact on a $400-billion industry.
  • A supportive and humble team that cares about customers.
  • Commitment to fostering an inclusive work environment and equal opportunity employment.
Before You Apply
️
πŸ‡ΊπŸ‡Έ Be aware of the location restriction for this remote position: USA Only
β€Ό Beware of scams! When applying for jobs, you should NEVER have to pay anything. Learn more.
Principal Software Engineer, AI @Jobber
Artificial Intelligence
Salary usd 229,300 - 3..
Remote Location
πŸ‡ΊπŸ‡Έ USA Only
Employment Type full-time
Posted 2d ago
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️
πŸ‡ΊπŸ‡Έ Be aware of the location restriction for this remote position: USA Only
β€Ό Beware of scams! When applying for jobs, you should NEVER have to pay anything. Learn more.
Apply for this position
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Applied βœ“
Sent Follow-Up βœ“
Interview Scheduled βœ“
Interview Completed βœ“
Offer Accepted βœ“
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